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Home » Diary Of A CEO: w/ Divorce Lawyer James Sexton (Transcript)

Diary Of A CEO: w/ Divorce Lawyer James Sexton (Transcript)

Editor’s Notes: In this insightful episode of The Diary Of A CEO, Steven Bartlett speaks with world-renowned divorce lawyer James Sexton to uncover the hidden signs of a failing relationship and the keys to lasting love. Drawing from his experience representing high-achieving athletes and entrepreneurs, Sexton explains that the number one reason marriages end—especially for driven individuals—is when a partner feels they have slipped to the bottom of their spouse’s priority list.

The conversation moves beyond legalities into deep emotional territory, with Sexton sharing personal stories about the importance of saying what needs to be said before it’s too late. He offers practical advice for couples, such as a weekly “relationship ritual” to build connection and navigate the temporary discomfort of vulnerability. Ultimately, Sexton reflects on the human yearning for authenticity and love, reminding viewers that at the end of life, everything else is just “noise” compared to the people we love and the experiences we share with them. (Feb 12, 2026)

TRANSCRIPT:

STEVEN BARTLETT: James, as you can see from this photo, I just proposed to my fiance and gladly, she said yes. So I brought you here in part because I’d like some advice on how not to mess this up. Because I know from speaking to you previously, about 50% of people that get down on their knee end up messing it up in some way.

Before we get into this, though, and before you help me figure out how to stay in love and not mess it up, where do you find us at as it relates to love as a society? If you were to zoom out and diagnose society’s relationship with the subject of love and the ability to keep it, find it and understand it, where are we?

The State of Modern Connection

JAMES SEXTON: I think we’re in this really uncomfortable moment as a culture. I think we want more than anything to feel real connection. I think we’re sick of just looking at screens. I think we came out of the pandemic with a feeling of, okay, I want to be in the world with other people and feel the warmth of real people.

And yet we have an increasingly lower number of useful tools in finding connection and staying connected, which are two totally different skills. And yet we’re yearning for it more than ever. So we’re more hungry than we’ve ever been and we have no idea how to cook.

STEVEN BARTLETT: In your head, because you’ve seen so many people go through divorce and relationships fail, there must be a sort of checklist of things that I’m likely to mess up.

The Beauty of Finding Your Favorite Person

JAMES SEXTON: Yeah, I mean, well, you know, first of all, when I knew you heard you got engaged, I was thrilled because I’m always cheering for people. I really am. I’m always cheering for love. And so I think in our prior conversations, you’re obviously someone who loves very deeply. And the fact that you found this person, you know, to me is the most lovely thing.

You know, I think at its core, this is your favorite person. I just can’t think of anything more lovely than that. Like the idea that you would look at a person and go, “You’re my favorite person.” And that person would look at you and say, “You’re my favorite person.” And that you would know that it’s true. Like, when they say it, that it’s true. That feels to me like something worth pursuing. That feels like something that if I tried to get it and I failed, I’d try again. Because if you could find it, it’s just about the greatest thing in the world.

The thought to me that, you know, I won’t get to give a toast at your wedding, but I will say that if I was going to give the toast, it would be that there are two wishes I have for you. You know, your marriage will end. I mean, I’ve said it to you before in one of our first conversations. Every marriage ends. It ends in death or divorce. I hope yours ends in death.

And I hope when it ends in death, that let’s send you off first. That when you’re dying, that she will say hopefully to you or to those around you, “He helped me become the most authentic version of myself, and you’re still my favorite person.” Because I can’t think of a greater blessing than that. Like, for two people at the end of their life, at the end of their relationship, to say, “This person helped me become the most authentic version of myself, and they’re still my favorite person.” That’s the greatest gift you could give to another human being, I think.

And I like the idea that even in the face of knowing that this is risky, this is something that may not work, this is something that statistically the odds are against, but I’m going to give it a shot because, you know, there’s something. It adds to my life, and there’s something I add to her life, and, you know, we’re going to give it a shot. I don’t know. I found that very beautiful.

When a Divorce Lawyer Tries to Save Marriages

STEVEN BARTLETT: As a divorce lawyer who’s also a very big fan of love, do you ever find yourself trying to get someone not to get a divorce? Has there ever been an instance where you looked at the situation and thought, you know what? They should just get back together?

JAMES SEXTON: Yeah. What I’ll say is, my first thought is often, is this person accurately perceiving the situation that they’re in? So people will come in and they’ll say, you know, really, people come to me in very different situations. So sometimes people will come to me and they’ve been served with divorce papers. Like, the marriage is over, and now it’s about, okay, we have to react defensively.

So, you know, when people come to my office, the situation is often so dire and so broken that they’re coming in to hire me for that specific purpose.